Early career Pyle's first sanctioned amateur MMA fight was in 1999 against future
UFC Light Heavyweight Champion Quinton Jackson. The bout was on ISCF MMA & IKF Kickboxing Promoter Jeff Mullen's November 13 event at the New Daisey Theatre in Memphis, Tennessee, (Jackson's hometown). Pyle and Jackson were to be the Main Event and was supposed to be for the ISCF Amateur Mid-South Regional Middleweight Title. However, Jackson weighed in 25 lbs heavy (200 lb.) for the title so technically, Pyle (175 lb.) won by forfeit. But this could not keep these two from going for it in the ring. The young Pyle, who tried various different submissions during the fight, was thrown and slammed several times, at one point being actually throw out of the ring by the future
PRIDE veteran. In the end, Jackson won by unanimous decision but Pyle, who had also fought with two broken fingers, felt that he had won and was quick to ask for a rematch. From this fight, Pyle learned that "just jiu-jitsu wasn't going to be able to cut it." Pyle lost in the first round via arm-triangle choke. Next, he fought and defeated Wilson at
UFC Fight Night: Diaz vs. Guillard by submission due to a
guillotine choke in the third round. Pyle was defeated by
Jake Ellenberger via second round
TKO on January 2, 2010 at
UFC 108. Pyle defeated Jesse Lennox at
UFC 115 on June 12, 2010. Pyle largely controlled the bout and won via technical submission, when his opponent passed out in a triangle choke late in the third round. Pyle gave
John Hathaway his first professional MMA loss via unanimous decision on October 16, 2010 at
UFC 120, replacing an injured
Dong Hyun Kim. He controlled the fight for all three rounds, out-striking and out-grappling Hathaway, even going as far as putting Hathaway in a modified crucifix-triangle choke hold and raining down unanswered strikes. Pyle faced
Ricardo Almeida on March 19, 2011 at
UFC 128. Pyle won the fight via unanimous decision (29-28, 29-28, 29-28). Pyle next faced
Rory MacDonald on August 6, 2011 at
UFC 133. He lost the fight via TKO in the first round. Pyle was expected to face
Paulo Thiago on January 14, 2012 at
UFC 142. However, Thiago was forced out of the bout with an injury and replaced by
Ricardo Funch. Pyle won the bout via TKO in the first round. Pyle faced
Josh Neer on June 8, 2012 at
UFC on FX 3. Pyle defeated Neer via first round KO, earning
Knockout of the Night honors. Pyle was then matched up against
James Head on December 15, 2012 at
The Ultimate Fighter: Team Carwin vs. Team Nelson Finale. He won the fight via TKO in the first round. Pyle was expected to face
Gunnar Nelson on May 25, 2013 at
UFC 160. However, Nelson pulled out of the bout citing an injury and was replaced by
Rick Story. Although he got knocked down in the end of the first round, Pyle withstood Story's attack and recovered in the second round, coming close to submitting his opponent with a kimura. In the third round Pyle came on strong, landing numerous knees and elbows and hurting Story. Pyle won the fight via split decision. Pyle next faced
Matt Brown on August 17, 2013 at
UFC Fight Night 26. Brown defeated Pyle via first round knockout. Pyle faced
TJ Waldburger on February 22, 2014 at
UFC 170. He won via TKO in the third round, after hurting Waldburger with two elbows and a knee. Pyle was expected to face
Demian Maia on August 23, 2014 at
UFC Fight Night 49. However, Maia pulled out of the fight with an injury and was replaced by
Jordan Mein. He lost the fight via TKO in the first round. Pyle was expected to face
Sean Spencer on May 23, 2015 at
UFC 187. However, on April 23, Spencer pulled out of the fight with an undisclosed injury and was replaced by
Colby Covington. Pyle lost the fight via unanimous decision. The bout with Spencer was rescheduled and eventually took place on February 6, 2016 at
UFC Fight Night 82. Pyle won the back-and-forth fight via TKO in the third round, after landing a spinning elbow and following up with punches, elbows and knees. Pyle was also awarded his first
Fight of the Night bonus award. Pyle next faced
Alberto Mina on July 7, 2016 at
UFC Fight Night 90. He lost the fight via knockout in the second round. Pyle faced
Alex Garcia on December 30, 2016 at
UFC 207. He lost the fight by knockout in the first round. Pyle faced
Zak Ottow on March 3, 2018 at
UFC 222. He lost the fight via TKO in the first round. Pyle retired from MMA competition after this fight. ==Personal life==